Beat the Caribbean Blues in the Tropical Oasis that is Key West

This 7-square-mile island feels like a beautiful tropical oasis. It’s allure stems not just from beautiful beaches and palm trees, but from the classical Caribbean homes and its eccentric vibes. It’s easy to find your groove in Key West—no matter where your interests lie. As in other parts of the Keys, nature plays a starring role here, with some breathtaking sunsets—cause for nightly celebration down on Mallory Square. Download the Key West Travel Guide and Offline Map and prepare for your trip down Highway One!

1. Mallory Square

The fun begins in the hours leading to dusk where you’ll witness every single oddity and eccentric character on the island. Have a beer. And a conch fritter, and take a front-row seat to the music-filled mayhem. Once sunset arrives, all eyes turn to the water; and the showing comes crashing to an end shortly after the streaks of post-sunset gold, amber and lilac light up the evening sky.

2. Fort Zachary Taylor State Park

“America’s Southernmost State Park” is home to an impressive fort, built in the mid-1800s that played roles in the American Civil War and in the Spanish-American War. The beach here is the best one Key West has to offer – it has white sand to lounge on (but is rocky in parts), water deep enough to swim in and tropical fish under the waves.

3. Hemingway House

Key West’s biggest darling, Ernest Hemingway, lived in this gorgeous Spanish Colonial house from 1931 to 1940. Papa moved here in his early 1930s with wife No 2, a Vogue fashion editor and (former) friend of wife No 1 (he left the house when he ran off with wife No 3). The Short Happy Life of Francis Macomber and The Green Hills of Africa were produced here, as well as many six-toed cats, whose descendants basically run the grounds.

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